Claims
- 1. A compound of formula I; ##STR101## wherein: A.sup.1 is .dbd.N--, .dbd.CH-- or .dbd.CR.sup.1 --,
- A.sup.2 is --N.dbd., --CH.dbd. or --CR.sup.2 .dbd.;
- provided that, when one of A.sup.1 and A.sup.2 is a nitrogen atom, the other of A.sup.1 and A.sup.2 is other than a nitrogen atom;
- R represents hydrogen, --C.sub.1 -C.sub.6 alkyl, --C.sub.2 -C.sub.6 alkenyl, halogen or --OC.sub.1 -C.sub.6 alkyl;
- each of R.sup.1 and R.sup.2 independently represents hydrogen, --C.sub.1 -C.sub.6 alkyl, --C.sub.2 -C.sub.6 alkenyl, halogen, --CN, --CO.sub.2 H, --CO.sub.2 C.sub.1 -C.sub.6 alkyl, --CONH.sub.2, --CHO, --CH.sub.2 OH, --CF.sub.3, --OC.sub.1 -DC.sub.6 alkyl, --SC.sub.1 -C.sub.6 alkyl, --SOC.sub.1 -C.sub.6 alkyl, --SO.sub.2 C.sub.1 -C.sub.6 alkyl, --NH.sub.2, --NHCOMe or --NO.sub.2, or R.sup.1 and R.sup.2 together with the carbon atoms to which they are attached form a fused phenyl ring;
- R.sup.3 represents hydrogen, --C.sub.1 -C.sub.6 alkhyl, --C.sub.2 -c.sub.6 alkenyl, --C.sub.2 -C.sub.6 alkynyl, --OC.sub.1 -C.sub.6 alkyl, --SC.sub.1 -C.sub.6 alkyl, --(C.sub.1 -C.sub.6 alkyl)OC.sub.1 -C.sub.6 alkyl, --CF.sub.3, --(C.sub.1 -C.sub.6 alkyl)phenyl, --C.sub.3 -C.sub.8 cycloalkyl, --C.sub.4 -C.sub.8 cycloalkcnyl, --(C.sub.1 -C.sub.6 alkyl)C.sub.3 -C.sub.8 cycloalkyl, --(C.sub.1 -C.sub.6 alkyl)C.sub.4 -C.sub.8 cycloalkenyl or thiophenyl;
- R.sup.4 represents hydrogen, --C.sub.1 -C.sub.6 alkyl, --C.sub.2 -C.sub.6 alkenyl, --C.sub.2 -C.sub.6 alkynyl, --CO.sub.2 C.sub.1 -C.sub.6 alkyl, --SC.sub.1 -C.sub.6 alkyl, --(C.sub.1 -C.sub.6 alkyl)SC.sub.1 -C.sub.6 alkyl, --(C.sub.1 -C.sub.6 alkyl)OC.sub.1 -C.sub.6 alkyl, --(C.sub.1 -C.sub.6 alkyl)phcnyl or thiophenyl;
- R.sup.5 represents hydrogen, --C.sub.1 -C.sub.6 alkyl, --C.sub.2C.sub.6 alkenyl, --C.sub.2 -C.sub.6 alkynyl, --COC.sub.1 -C.sub.6 alkyl, --CO.sub.2 C.sub.1 -C.sub.6 alkyl, --(COC.sub.1 -C.sub.6 alkyl)phenyl, --(CO.sub.2 -C.sub.1 -C.sub.6 alkyl)phenyl, --(C.sub.1 -C.sub.6 alkyl)OC.sub.1 -C.sub.6 alkyl, --(C.sub.1 -C.sub.6 alkyl)SC.sub.1 -C.sub.6 alkyl, --(C.sub.1 -C.sub.6 alkyl)CO.sub.2 C.sub.1 -C.sub.6 alkyl, --C.sub.3 -C.sub.8 cycloalkyl, --C.sub.4 -C.sub.8 cycloalkenyl or a group --D wherein D represents a group: ##STR102## wherein n is an integer from 0 to 3, and each of R.sup.8, and R.sup.9 is independently hydrogen, --C.sub.1 -C.sub.6 alkyl, --C.sub.2 -C.sub.6 alkenyl, --C.sub.2 -C.sub.6 alkynyl, halogen, --CN, --CO.sub.2 H, --CO.sub.2 C.sub.1 -C.sub.6 alkyl, --CONH.sub.2, CONHC.sub.1 -C.sub.6 alkyl, --CONH(C.sub.1 -C.sub.6 alkyl).sub.2, --COH, --CH.sub.2 OH, --CF.sub.3, --OC.sub.1 -C.sub.6 alkyl, --SC.sub.1 -C.sub.6 alkyl, --SOC.sub.1 -C.sub.6 alkyl, or --SO.sub.2 C.sub.1 -C.sub.6 alkyl, --NH.sub.2 or --NHCOMe;
- each of R.sup.6 and R.sup.7 independently represents hydrogen, halogen, --C.sub.1 C.sub.6 alkyl optionally substituted by one or more halogen atoms, --C.sub.2 -C.sub.6 alkenyl, --C.sub.2 -C.sub.6 alkynyl, --(C.sub.1 -C.sub.6 alkyl)CO.sub.2 C.sub.1 -C.sub.6 alkyl, --(C.sub.1 -C.sub.6 alkyl)SC.sub.1 -C.sub.6 alkyl, --(C.sub.1 -C.sub.6 alkyl)OC.sub.1 -C.sub.6 alkyl, --(C.sub.1 -C.sub.6 alkyl)N(C.sub.1 -C.sub.6 alkyl).sub.2, C.sub.3 -C.sub.8 cycloalkyl, --C.sub.4 -C.sub.8 cycloalkenyl, --(C.sub.1 -C.sub.6 alkyl)C.sub.3 -C.sub.6 alkyl)C.sub.3 -C.sub.8 cycloalkyl, --(C.sub.1 -C.sub.6 alkyl)C.sub.4 -C.sub.8 cycloalkenyl, --(C.sub.1 -C.sub.6 alkyl)OC.sub.3 -C.sub.8 cycloalkyl, --(C.sub.1 -C.sub.6 alkyl)OC.sub.4 -C.sub.8 cycloalkenyl, --(C.sub.1 -C.sub.6 alkyl)SC.sub.3 -C.sub.8 cycloalkyl, --(C.sub.1 -C.sub. 6 alkyl)SC.sub.4 -C.sub.8 cycloalkenyl, a side chain of a naturally occurring amino acid, a group -D as defined above or a --(C.sub.1 -C.sub.6 alkyl)OD group wherein D is as defined above;
- or R.sup.6 together with R.sup.5 and the atoms to which they are attached form a 5 to 8 membered nitrogen-containing heterocyclic ring;
- or R.sup.6 and R.sup.7 together with the carbon atom to which they are attached form a C.sub.3 -C.sub.8 cycloalkyl ring;
- B represents CO.sub.2 H and salts thereof.
- 2. A compound as claimed in claim 1, wherein R represents a halogen atom or a hydrogen atom.
- 3. A compound as claimed in claim 2, wherein R.sup.1 represents a halogen atom or a hydrogen atom.
- 4. A compound as claimed in claim 3, wherein R.sup.2 represents halogen atom or a hydrogen atom.
- 5. A compound as claimed in claim 4, wherein R.sup.3 represents a hydrogen atom or a --C.sub.1 -C.sub.6 alkyl group.
- 6. A compound as claimed in claim 5, wherein R.sup.4 represents a hydrogen atom.
- 7. A compound as claimed in claim 6, wherein R.sup.5 represents a hydrogen atom, a --C.sub.1 -C.sub.6 alkyl group, a --C.sub.2 -C.sub.6 alkenyl group, a --(COC.sub.1 -C.sub.6 alkyl group, a --CO.sub.2 C.sub.1 -C.sub.6 alkyl group or a --(C.sub.1 -C.sub.6 alkyl)CO.sub.2 C.sub.1 -C.sub.6 alkyl group.
- 8. A compound as claimed in claim 7, wherein R.sup.6 represents a hydrogen atom, a --C.sub.1 -C.sub.6 alkyl group, a --C.sub.2 -C.sub.6 alkenyl group, a --(C1-C.sub.6 alkyl) CO.sub.2 C.sub.1 -C.sub.6 alkyl group, --(C.sub.1 -C.sub.6 alkyl) SC.sub.1 -C.sub.6 alkyl group, a side chain of a naturally occurring amino acid, a group D or a --(C.sub.1 -C.sub.6 alkyl)OD group, or R.sup.5 and R.sup.6, and the atoms to which they are attached form a 5 to 8 membered nitrogen-containing heterocyclic ring.
- 9. A compiund as claimed in claim 8, wherein R.sup.7 represents a hydrogen atom, a --C.sub.1 -C.sub.6 alkyl group or together with R.sup.6 and the carbon atom to which they are attached forms a C.sub.3 -C.sub.8 cycloalkyl ring.
- 10. A compound as claimed in claim 9, wherein, R.sup.6 represents the side chain of a naturally occurring amino acid, the stereochemistry of the carbon to which R.sup.6 and R.sup.7 are attached is the same as that of the naturally occurring amino acid.
- 11. A compound as claimed in claim 10, wherein n represents an integer of 0 or 1.
- 12. A compound as claimed in claim 11, wherein R.sup.8 represents a hydrogen atom or a --C.sub.1 -C.sub.6 alkyl group.
- 13. A compound as claimed in claim 12, wherein R.sup.9 represents a hydrogen atom.
- 14. A comund according to claim 1 which is N-methyl-N-4-(1H-2-methylimidazo(4,5-c)pyridinylmethyl)phenylsulphonyl-L-leucine.
Priority Claims (3)
Number |
Date |
Country |
Kind |
9017878 |
Aug 1990 |
GBX |
|
9018040 |
Aug 1990 |
GBX |
|
9112214 |
Jun 1991 |
GBX |
|
Parent Case Info
This is a continuation of application Ser. No. 07/992,269, filed Dec. 14, 1992 now U.S. Pat. No. 4,274,094, which is a continuation of application Ser. NO. 07/745,471, filed on Aug. 15, 1991, now U.S. Pat. No. 4,200,412.
Foreign Referenced Citations (6)
Number |
Date |
Country |
20144804 |
Jun 1985 |
EPX |
0238202 |
Sep 1987 |
EPX |
20260613 |
Mar 1988 |
EPX |
WO8908653 |
Sep 1989 |
WOX |
WO9009997 |
Sep 1990 |
WOX |
WO9203423 |
Mar 1992 |
WOX |
Continuations (2)
|
Number |
Date |
Country |
Parent |
992269 |
Dec 1992 |
|
Parent |
745471 |
Aug 1991 |
|